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Monday 9am - 5pm Tuesday 9am - 5pm Wednesday 9am - 5pm Thursday 9am - 5pm Friday 9am - 5pm Saturday 9am - 5pm

Cottages to Castles of Sanibel & Captiva, Inc.

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United States
Sanibel, FL
Cottages to Castles of Sanibel & Captiva, Inc.

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From simple to simply elegant, we offer the finest cottages, condominiums & homes for rent on Sanibel.

Founded in 1997 as the island’s original boutique agency, we connect the dots to ensure your vacation is memorable for all of the right reasons We are the original Islander-owned vacation rental agency on Sanibel & Captiva Islands, and we've been connecting the dots to make memorable vacations for guests and owners for over 20 years. From Simple to Simply Elegant, we bring the extra to the ordinary, and represent the most unique cottages, condominiums, homes and estates available for rent on Sanibel & Captiva Islands. Our Properties have been featured on MTV, HGTV's Dream Vacations and in Martha Stewart 'Living'. Our properties are available for rent daily, weekly, monthly and seasonally. They are ideal for families, romantic getaways, corporate retreats, weddings and events.

11/02/2026

Our welcoming committee. 🐬 On Sanibel and Captiva, the dolphins race alongside the boat, no reservation required. Come meet them this winter.

Book at cottages-to-castles.com

10/31/2026

👻 Spooky shells spotted on the beach… 👣

Happy Halloween from Cottages to Castles! 🎃 The only thing scary about Sanibel this winter? Leaving.

Book at cottages-to-castles.com
📸Fabio M.

10/30/2026

Today we are a sharing a sentimental throwback honoring the Iron Lady dressed in her finest red, white and blue bunting for Independence Day.

Fun Fact: the Sanibel Police Department used one of the out buildings on the property to store dozens of lost, found and unclaimed bicycles. If you couldn’t find your bicycle, you would meet an officer and start combing through the inventory, hoping to find your 🚲

10/29/2026

Lit in 1884. Survived Ian. Still shining. 💡 Sanibel Strong isn’t just a bracelet, it’s a promise. The islands are back, and so are the sunsets.

Come see for yourself this winter.The lighthouse kept the light on for us, and we're keeping it on for you.

Book at cottages-to-castles.com
Congress Jewelers

10/28/2026

Follow the light, then walk home. Lion's Paw Cottage is named for one of Sanibel's most prized shells, and it sits on a quiet east-end cul-de-sac, a stroll from the historic lighthouse, the under-constructionfishing pier and the Lighthouse shops.

Heated pool, sunroom for sunset cocktails, boat dock and dark skies for stargazing. Old Florida neighborhood, new-again cottage. Book at cottages-to-castles.com.

10/27/2026

This brick is from the chimney of the lighthouse keeper's cottage, destroyed by Hurricane Ian. We pulled it from the rubble during beach cleanup, and a local artist painted the Sanibel lighthouse on it. 🎨

That's Sanibel: we save the pieces and make something beautiful.

Come see the light for yourself this winter.

Book at cottages-to-castles.com

10/26/2026

Our lighthouse has been shining since 1884, and on a clear Sanibel night the Milky Way shines right along with it, as dark skies are one of the island's best-kept secrets.

Insider tip: head to the east end after the moon sets, and look 🆙

📸Sean McLaughlin

10/25/2026

🐚 It's Shell Week, so meet our two most aptly named homes.

Shell Haven sits in Sanibel's Tradewinds neighborhood, two driveways from the beach, with a private heated pool. Shelluva Time is a single-story Lake Murex pool home with a heated saltwater pool and lake views.

Take your pick! Shell in the morning, float in the afternoon, repeat.

🐾🏡 Both welcome well-behaved pups, and both are ready for a month (or a season) this winter. Book at cottages-to-castles.com.

10/24/2026

Your morning walk could look like this. 👣✨🐚🕶️
Imagine stepping out of your front door, grabbing a coffee, and strolling right onto a blanket of seashells. This is just a typical morning on Sanibel Island.

Ready to find your own piece of paradise? Book your Sanibel getaway now.
Cottages-to-Castles.com 🏝️

10/23/2026

Shelled out? 🐚😴 The hardest part of a Sanibel day is the nap between low tides—even when you're a local.

Good news: your favorite copilot doesn't have to miss out on the island life. We have pet-friendly rental homes so the whole family gets the vacation they deserve. 🐾🌴
Tag someone whose pup needs a beach getaway! 👇
cottages-to-castles.com

Address

2427 Periwinkle Way
Sanibel, FL
33957

Opening Hours

Monday	9am - 5pm
Tuesday	9am - 5pm
Wednesday	9am - 5pm
Thursday	9am - 5pm
Friday	9am - 5pm
Saturday	9am - 5pm

Telephone

+12394726385

Website

https://www.cottages-to-castles.com/

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